re: What is your target savings and age for retirement?

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Just dealing with renters and upkeep on a house which you aren't living in seems like a fricking headache.

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This may sound weird, but you may actually enjoy minor up keep just to give you stuff to do every now and then. I don't necessarily enjoy being a handy man, but I enjoy projects my wife and I work together on. If you don't want to worry about renters as much, buy some commercial property. They are occupied a smaller percentage of the day, so less wear and tear, and the tenants have a good incentive to maintain them and to pay the rent.